54528-39-1

Basic information

• Product Name: AKOS BBS-00006064
• Synonyms: IFLAB-BB F1190-0476;AKOS BBS-00006064;3-(3,4-DIMETHOXY-PHENYL)-7-HYDROXY-2-METHYL-CHROMEN-4-ONE;3-(3,4-dimethoxyphenyl)-7-hydroxy-2-methyl-4H-chromen-4-one
• CAS NO: 54528-39-1
• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.32
• Mol File: 54528-39-1.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: AKOS BBS-00006064(CAS DataBase Reference)
• NIST Chemistry Reference: AKOS BBS-00006064(54528-39-1)
• EPA Substance Registry System: AKOS BBS-00006064(54528-39-1)

Safety Data

• Hazardous Substances Data: 54528-39-1(Hazardous Substances Data)

Usage

Uses

3-(3,4-Dimethoxy-phenyl)-7-hydroxy-2-methyl-chromen-4-one is used as a reactant in the preparation of (hydroxy)dimethylaminomethyl)isoflavones as precursors to isoflavanoid ortho-quinone methides, their elimination and Diels-Alder reactions, and the antitumor activity of selected Diels-Alder adducts.

Upstream product

• 24126-98-5 1-(2,4-dihydroxyphenyl)-2-(3,4-dimethoxyphenyl)ethan-1-one 
• 127-19-5 N,N-dimethyl acetamide 

Downstream Products

• 100064-10-6 7-Acetoxy-3',4'-dimethoxy-2-methyl-isoflavon 
• 610753-90-7 3-(3,4-dimethoxyphenyl)-2-methyl-4-oxo-4H-chromen-7-yl methanesulfonate 

Relevant articles and documents

Synthesis and tautomerization of hydroxylated isoflavones bearing heterocyclic hemi-aminals

The aminomethylation of hydroxylated isoflavones with 2-aminoethanol, 3-amino-1-propanol, 4-amino-1-butanol, and 5-amino-1-pentanol in the presence of excess formaldehyde led principally to 9-(2-hydroalkyl)-9,10-dihydro-4H,8H-chromeno[8,7-e][1,3]-oxazin-4-ones 4 and/or the tautomeric 7-hydroxy-8-(1,3-oxazepan-3-ylmethyl)-4H-chromen-4-ones 5. The ratio of these tautomers was dependent on solvent polarity, electronic effects of aryl substituents in the isoflavone and the structure of the amino alcohol. NMR studies confirmed the interconversion of tautomeric forms.